Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803018762/cv6227sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803018762/cv6227Isup2.hkl |
CCDC reference: 222828
An aqueous solution (10 ml) containing CoCl2·6H2O (0.24 g, 1 mmol) and 1,10-phenanthroline (0.18 g, 1 mmol) was mixed with another aqueous solution (10 ml) containing oxydiacetic acid hydrate (0.15 g, 1 mmol) and NaOH (0.08 g, 2 mmol) at room temperature. The mixture was refluxed for 3 h. Pink single crystals of the title compound were obtained from the filtrate after 2 weeks.
H atoms of the water molecules were located in a difference Fourier map and were included in the structure-factor calculations with fixed coordinates and isotropic displacement parameters of 0.05 Å2. Other H atoms were placed in calculated positions, with C—H = 0.93 Å (phen) or 0.97 Å (oxydiacetate) and were included in the final cycles of refinement in riding model, with Uiso(H) = 1.2Ueq of the carrier atoms.
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
[Co(C4H4O5)(C12H8N2)(H2O)]·1.5H2O | F(000) = 1712 |
Mr = 416.25 | Dx = 1.591 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 16878 reflections |
a = 10.4722 (16) Å | θ = 2.8–24.0° |
b = 24.3161 (9) Å | µ = 1.03 mm−1 |
c = 13.6729 (14) Å | T = 293 K |
β = 93.627 (1)° | Prism, pink |
V = 3474.7 (7) Å3 | 0.32 × 0.28 × 0.20 mm |
Z = 8 |
Bruker SMART CCD diffractometer | 7932 independent reflections |
Radiation source: fine-focus sealed tube | 4856 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
ω and ϕ scans | θmax = 27.5°, θmin = 1.7° |
Absorption correction: empirical (using intensity measurements) (SADABS; Bruker, 1999) | h = −13→13 |
Tmin = 0.715, Tmax = 0.810 | k = −31→30 |
21949 measured reflections | l = −11→17 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.109 | H-atom parameters constrained |
S = 0.93 | w = 1/[σ2(Fo2) + (0.0452P)2] where P = (Fo2 + 2Fc2)/3 |
7932 reflections | (Δ/σ)max < 0.001 |
479 parameters | Δρmax = 0.56 e Å−3 |
0 restraints | Δρmin = −0.41 e Å−3 |
[Co(C4H4O5)(C12H8N2)(H2O)]·1.5H2O | V = 3474.7 (7) Å3 |
Mr = 416.25 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.4722 (16) Å | µ = 1.03 mm−1 |
b = 24.3161 (9) Å | T = 293 K |
c = 13.6729 (14) Å | 0.32 × 0.28 × 0.20 mm |
β = 93.627 (1)° |
Bruker SMART CCD diffractometer | 7932 independent reflections |
Absorption correction: empirical (using intensity measurements) (SADABS; Bruker, 1999) | 4856 reflections with I > 2σ(I) |
Tmin = 0.715, Tmax = 0.810 | Rint = 0.039 |
21949 measured reflections |
R[F2 > 2σ(F2)] = 0.038 | 0 restraints |
wR(F2) = 0.109 | H-atom parameters constrained |
S = 0.93 | Δρmax = 0.56 e Å−3 |
7932 reflections | Δρmin = −0.41 e Å−3 |
479 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Co1 | 0.58785 (4) | 0.143260 (16) | 0.36913 (3) | 0.02094 (11) | |
Co2 | 0.08557 (4) | 0.327209 (16) | 0.41085 (3) | 0.02106 (11) | |
O1 | 0.75293 (19) | 0.17717 (9) | 0.31909 (16) | 0.0271 (5) | |
O2 | 0.8326 (2) | 0.25005 (10) | 0.24125 (17) | 0.0383 (6) | |
O3 | 0.51880 (18) | 0.20297 (8) | 0.26480 (15) | 0.0254 (5) | |
O4 | 0.38940 (19) | 0.13530 (8) | 0.36382 (15) | 0.0246 (5) | |
O5 | 0.20252 (19) | 0.17526 (8) | 0.32204 (16) | 0.0283 (5) | |
O6 | 0.58910 (18) | 0.19811 (8) | 0.48538 (15) | 0.0259 (5) | |
O7 | 0.26493 (18) | 0.29270 (8) | 0.45717 (15) | 0.0250 (5) | |
O8 | 0.3625 (2) | 0.22534 (9) | 0.54600 (16) | 0.0317 (5) | |
O9 | 0.04392 (18) | 0.27111 (8) | 0.52297 (15) | 0.0231 (5) | |
O10 | −0.11070 (18) | 0.33693 (8) | 0.42756 (16) | 0.0249 (5) | |
O11 | −0.28572 (19) | 0.29401 (8) | 0.47351 (17) | 0.0310 (5) | |
O12 | 0.06856 (19) | 0.26874 (8) | 0.30175 (15) | 0.0251 (5) | |
O21 | 0.9841 (2) | 0.11833 (9) | 0.39238 (19) | 0.0413 (6) | |
O22 | 0.4912 (2) | 0.35695 (9) | 0.4367 (2) | 0.0454 (7) | |
O23 | −0.3031 (2) | 0.38823 (10) | 0.29378 (19) | 0.0529 (7) | |
N1 | 0.5858 (2) | 0.07779 (10) | 0.26708 (18) | 0.0228 (6) | |
N2 | 0.6447 (2) | 0.07672 (10) | 0.45939 (19) | 0.0223 (6) | |
N3 | 0.1406 (2) | 0.39531 (10) | 0.50039 (19) | 0.0241 (6) | |
N4 | 0.0775 (2) | 0.39248 (10) | 0.30795 (19) | 0.0229 (6) | |
C1 | 0.7430 (3) | 0.22134 (13) | 0.2693 (2) | 0.0266 (7) | |
C2 | 0.6091 (3) | 0.24379 (13) | 0.2418 (2) | 0.0282 (7) | |
H2A | 0.5946 | 0.2772 | 0.2782 | 0.034* | |
H2B | 0.6005 | 0.2523 | 0.1723 | 0.034* | |
C3 | 0.3908 (3) | 0.22014 (12) | 0.2758 (2) | 0.0240 (7) | |
H3A | 0.3487 | 0.2285 | 0.2123 | 0.029* | |
H3B | 0.3898 | 0.2529 | 0.3162 | 0.029* | |
C4 | 0.3219 (3) | 0.17305 (12) | 0.3245 (2) | 0.0220 (7) | |
C5 | 0.5546 (3) | 0.07950 (13) | 0.1721 (2) | 0.0291 (8) | |
H5 | 0.5406 | 0.1136 | 0.1425 | 0.035* | |
C6 | 0.5415 (3) | 0.03255 (13) | 0.1144 (2) | 0.0333 (8) | |
H6 | 0.5198 | 0.0355 | 0.0476 | 0.040* | |
C7 | 0.5608 (3) | −0.01806 (13) | 0.1564 (3) | 0.0321 (8) | |
H7 | 0.5516 | −0.0498 | 0.1186 | 0.039* | |
C8 | 0.5949 (3) | −0.02162 (13) | 0.2576 (2) | 0.0256 (7) | |
C9 | 0.6181 (3) | −0.07232 (13) | 0.3091 (3) | 0.0309 (8) | |
H9 | 0.6105 | −0.1054 | 0.2752 | 0.037* | |
C10 | 0.6510 (3) | −0.07274 (13) | 0.4064 (3) | 0.0294 (8) | |
H10 | 0.6655 | −0.1061 | 0.4383 | 0.035* | |
C11 | 0.6639 (3) | −0.02276 (12) | 0.4607 (2) | 0.0250 (7) | |
C12 | 0.6973 (3) | −0.02059 (13) | 0.5611 (2) | 0.0307 (8) | |
H12 | 0.7160 | −0.0528 | 0.5960 | 0.037* | |
C13 | 0.7026 (3) | 0.02930 (13) | 0.6080 (2) | 0.0299 (8) | |
H13 | 0.7245 | 0.0312 | 0.6749 | 0.036* | |
C14 | 0.6749 (3) | 0.07701 (13) | 0.5548 (2) | 0.0264 (7) | |
H14 | 0.6776 | 0.1105 | 0.5876 | 0.032* | |
C15 | 0.6400 (3) | 0.02722 (12) | 0.4124 (2) | 0.0212 (7) | |
C16 | 0.6060 (3) | 0.02787 (12) | 0.3095 (2) | 0.0218 (7) | |
C21 | 0.2662 (3) | 0.25117 (13) | 0.5139 (2) | 0.0229 (7) | |
C22 | 0.1393 (3) | 0.23028 (12) | 0.5472 (2) | 0.0246 (7) | |
H22A | 0.1166 | 0.1959 | 0.5146 | 0.030* | |
H22B | 0.1457 | 0.2239 | 0.6174 | 0.030* | |
C23 | −0.0860 (3) | 0.25229 (12) | 0.5168 (2) | 0.0238 (7) | |
H23A | −0.1135 | 0.2442 | 0.5817 | 0.029* | |
H23B | −0.0939 | 0.2191 | 0.4775 | 0.029* | |
C24 | −0.1677 (3) | 0.29821 (12) | 0.4693 (2) | 0.0227 (7) | |
C25 | 0.1743 (3) | 0.39558 (14) | 0.5961 (2) | 0.0304 (8) | |
H25 | 0.1761 | 0.3623 | 0.6298 | 0.037* | |
C26 | 0.2069 (3) | 0.44341 (14) | 0.6480 (3) | 0.0373 (9) | |
H26 | 0.2319 | 0.4417 | 0.7145 | 0.045* | |
C27 | 0.2018 (3) | 0.49302 (14) | 0.6001 (3) | 0.0357 (9) | |
H27 | 0.2224 | 0.5253 | 0.6340 | 0.043* | |
C28 | 0.1651 (3) | 0.49475 (13) | 0.4990 (3) | 0.0288 (8) | |
C29 | 0.1539 (3) | 0.54434 (13) | 0.4411 (3) | 0.0376 (9) | |
H29 | 0.1718 | 0.5781 | 0.4711 | 0.045* | |
C30 | 0.1181 (3) | 0.54294 (13) | 0.3443 (3) | 0.0370 (9) | |
H30 | 0.1110 | 0.5758 | 0.3095 | 0.044* | |
C31 | 0.0909 (3) | 0.49204 (13) | 0.2941 (3) | 0.0298 (8) | |
C32 | 0.0530 (3) | 0.48775 (14) | 0.1935 (3) | 0.0333 (8) | |
H32 | 0.0445 | 0.5192 | 0.1550 | 0.040* | |
C33 | 0.0288 (3) | 0.43736 (14) | 0.1533 (3) | 0.0320 (8) | |
H33 | 0.0046 | 0.4340 | 0.0869 | 0.038* | |
C34 | 0.0409 (3) | 0.39071 (13) | 0.2129 (2) | 0.0284 (7) | |
H34 | 0.0224 | 0.3566 | 0.1847 | 0.034* | |
C35 | 0.1009 (3) | 0.44300 (12) | 0.3480 (2) | 0.0233 (7) | |
C36 | 0.1369 (3) | 0.44426 (12) | 0.4519 (2) | 0.0246 (7) | |
H61 | 0.5164 | 0.2114 | 0.5023 | 0.050* | |
H62 | 0.6304 | 0.2312 | 0.4801 | 0.050* | |
H121 | 0.1102 | 0.2359 | 0.3080 | 0.050* | |
H122 | −0.0171 | 0.2580 | 0.2812 | 0.050* | |
H211 | 0.9186 | 0.1365 | 0.3595 | 0.050* | |
H212 | 1.0633 | 0.1339 | 0.3753 | 0.050* | |
H221 | 0.4260 | 0.3321 | 0.4533 | 0.050* | |
H222 | 0.5548 | 0.3334 | 0.4434 | 0.050* | |
H231 | −0.2401 | 0.3707 | 0.3237 | 0.050* | |
H232 | −0.3669 | 0.3837 | 0.3303 | 0.050* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0195 (2) | 0.0218 (2) | 0.0213 (2) | 0.00181 (17) | −0.00100 (17) | −0.00106 (18) |
Co2 | 0.0193 (2) | 0.0212 (2) | 0.0226 (3) | −0.00098 (17) | 0.00085 (17) | 0.00008 (18) |
O1 | 0.0197 (11) | 0.0344 (13) | 0.0271 (13) | 0.0007 (10) | 0.0007 (9) | −0.0007 (10) |
O2 | 0.0254 (12) | 0.0597 (16) | 0.0294 (14) | −0.0163 (11) | −0.0011 (10) | 0.0039 (12) |
O3 | 0.0204 (11) | 0.0247 (12) | 0.0309 (13) | −0.0010 (9) | 0.0002 (9) | 0.0042 (10) |
O4 | 0.0208 (11) | 0.0234 (12) | 0.0294 (13) | 0.0004 (9) | −0.0001 (9) | 0.0030 (9) |
O5 | 0.0176 (11) | 0.0289 (12) | 0.0380 (14) | 0.0007 (9) | −0.0006 (10) | −0.0016 (10) |
O6 | 0.0216 (11) | 0.0238 (11) | 0.0327 (14) | −0.0014 (9) | 0.0055 (10) | −0.0067 (10) |
O7 | 0.0197 (11) | 0.0298 (12) | 0.0255 (13) | −0.0006 (9) | 0.0006 (9) | −0.0013 (10) |
O8 | 0.0246 (12) | 0.0458 (14) | 0.0244 (13) | 0.0093 (11) | −0.0011 (10) | −0.0004 (11) |
O9 | 0.0169 (10) | 0.0243 (11) | 0.0282 (13) | −0.0003 (9) | 0.0018 (9) | 0.0034 (9) |
O10 | 0.0207 (11) | 0.0232 (11) | 0.0309 (13) | −0.0012 (9) | 0.0019 (9) | 0.0023 (9) |
O11 | 0.0169 (11) | 0.0306 (13) | 0.0455 (15) | −0.0012 (9) | 0.0013 (10) | 0.0008 (11) |
O12 | 0.0233 (11) | 0.0235 (11) | 0.0278 (13) | 0.0016 (9) | −0.0032 (9) | −0.0029 (9) |
O21 | 0.0307 (13) | 0.0336 (14) | 0.0593 (18) | −0.0010 (11) | 0.0016 (12) | 0.0028 (12) |
O22 | 0.0296 (13) | 0.0292 (14) | 0.077 (2) | 0.0002 (11) | 0.0005 (13) | 0.0162 (13) |
O23 | 0.0553 (18) | 0.0460 (16) | 0.0553 (19) | −0.0006 (14) | −0.0119 (14) | 0.0147 (14) |
N1 | 0.0235 (14) | 0.0257 (14) | 0.0190 (15) | 0.0031 (11) | −0.0018 (11) | −0.0033 (11) |
N2 | 0.0217 (13) | 0.0239 (14) | 0.0210 (15) | 0.0010 (11) | −0.0007 (11) | −0.0004 (11) |
N3 | 0.0199 (13) | 0.0244 (14) | 0.0279 (16) | −0.0010 (11) | 0.0008 (11) | −0.0023 (12) |
N4 | 0.0200 (13) | 0.0225 (14) | 0.0266 (16) | −0.0016 (11) | 0.0056 (11) | 0.0000 (11) |
C1 | 0.0247 (17) | 0.039 (2) | 0.0164 (18) | −0.0061 (14) | 0.0009 (13) | −0.0073 (15) |
C2 | 0.0253 (17) | 0.0357 (19) | 0.0232 (19) | −0.0082 (14) | −0.0004 (14) | 0.0070 (15) |
C3 | 0.0214 (16) | 0.0259 (17) | 0.0240 (18) | 0.0042 (13) | −0.0026 (13) | 0.0030 (13) |
C4 | 0.0226 (16) | 0.0235 (16) | 0.0196 (17) | −0.0018 (13) | −0.0017 (13) | −0.0072 (13) |
C5 | 0.0330 (18) | 0.0273 (18) | 0.027 (2) | 0.0036 (15) | −0.0007 (15) | −0.0016 (14) |
C6 | 0.039 (2) | 0.039 (2) | 0.0208 (19) | −0.0009 (16) | −0.0036 (15) | −0.0076 (15) |
C7 | 0.0315 (19) | 0.0280 (18) | 0.037 (2) | −0.0037 (15) | 0.0019 (16) | −0.0134 (16) |
C8 | 0.0210 (16) | 0.0281 (17) | 0.0276 (19) | −0.0009 (13) | 0.0012 (14) | −0.0049 (14) |
C9 | 0.0295 (18) | 0.0204 (17) | 0.043 (2) | −0.0020 (14) | 0.0062 (16) | −0.0070 (15) |
C10 | 0.0277 (18) | 0.0213 (17) | 0.039 (2) | −0.0002 (14) | 0.0004 (16) | 0.0029 (15) |
C11 | 0.0215 (16) | 0.0225 (16) | 0.031 (2) | −0.0009 (13) | 0.0028 (14) | 0.0022 (14) |
C12 | 0.0319 (19) | 0.0284 (18) | 0.031 (2) | −0.0025 (15) | −0.0036 (15) | 0.0093 (15) |
C13 | 0.0331 (19) | 0.0324 (19) | 0.0234 (19) | −0.0022 (15) | −0.0050 (15) | 0.0068 (15) |
C14 | 0.0264 (17) | 0.0267 (17) | 0.0257 (19) | −0.0027 (14) | −0.0019 (14) | −0.0011 (14) |
C15 | 0.0182 (15) | 0.0235 (16) | 0.0219 (18) | 0.0003 (12) | 0.0019 (13) | 0.0000 (13) |
C16 | 0.0163 (15) | 0.0221 (16) | 0.0270 (19) | 0.0000 (12) | 0.0022 (13) | −0.0031 (13) |
C21 | 0.0224 (16) | 0.0277 (18) | 0.0185 (17) | 0.0008 (13) | 0.0010 (13) | −0.0069 (14) |
C22 | 0.0237 (16) | 0.0266 (17) | 0.0234 (18) | 0.0055 (13) | 0.0000 (13) | 0.0016 (14) |
C23 | 0.0175 (15) | 0.0279 (17) | 0.0262 (19) | −0.0020 (13) | 0.0020 (13) | 0.0030 (14) |
C24 | 0.0219 (16) | 0.0253 (17) | 0.0206 (18) | −0.0006 (13) | −0.0001 (13) | −0.0052 (13) |
C25 | 0.0280 (18) | 0.0344 (19) | 0.029 (2) | 0.0006 (15) | 0.0007 (15) | −0.0017 (15) |
C26 | 0.035 (2) | 0.043 (2) | 0.034 (2) | 0.0011 (17) | −0.0031 (16) | −0.0111 (17) |
C27 | 0.0276 (19) | 0.033 (2) | 0.047 (3) | −0.0035 (15) | 0.0021 (17) | −0.0173 (17) |
C28 | 0.0197 (16) | 0.0259 (18) | 0.041 (2) | −0.0021 (13) | 0.0039 (15) | −0.0067 (15) |
C29 | 0.0251 (19) | 0.0228 (18) | 0.066 (3) | −0.0030 (14) | 0.0116 (18) | −0.0061 (18) |
C30 | 0.031 (2) | 0.0227 (18) | 0.058 (3) | 0.0022 (15) | 0.0074 (18) | 0.0043 (17) |
C31 | 0.0221 (17) | 0.0229 (17) | 0.045 (2) | 0.0023 (13) | 0.0080 (16) | 0.0047 (15) |
C32 | 0.0296 (19) | 0.033 (2) | 0.039 (2) | 0.0071 (15) | 0.0097 (16) | 0.0145 (17) |
C33 | 0.0324 (19) | 0.036 (2) | 0.028 (2) | 0.0047 (15) | 0.0043 (15) | 0.0089 (16) |
C34 | 0.0279 (18) | 0.0299 (18) | 0.028 (2) | 0.0019 (14) | 0.0038 (15) | −0.0006 (15) |
C35 | 0.0183 (16) | 0.0234 (16) | 0.0289 (19) | 0.0008 (12) | 0.0060 (14) | 0.0002 (14) |
C36 | 0.0167 (15) | 0.0241 (17) | 0.033 (2) | −0.0017 (13) | 0.0050 (14) | −0.0038 (14) |
Co1—O1 | 2.070 (2) | C3—H3B | 0.97 |
Co1—O6 | 2.074 (2) | C5—C6 | 1.389 (4) |
Co1—O4 | 2.084 (2) | C5—H5 | 0.93 |
Co1—N2 | 2.098 (2) | C6—C7 | 1.368 (4) |
Co1—N1 | 2.116 (2) | C6—H6 | 0.93 |
Co1—O3 | 2.130 (2) | C7—C8 | 1.409 (5) |
Co2—O12 | 2.060 (2) | C7—H7 | 0.93 |
Co2—O10 | 2.096 (2) | C8—C16 | 1.398 (4) |
Co2—O7 | 2.117 (2) | C8—C9 | 1.433 (4) |
Co2—N3 | 2.118 (2) | C9—C10 | 1.352 (5) |
Co2—O9 | 2.118 (2) | C9—H9 | 0.93 |
Co2—N4 | 2.119 (2) | C10—C11 | 1.427 (4) |
O1—C1 | 1.272 (4) | C10—H10 | 0.93 |
O2—C1 | 1.249 (3) | C11—C12 | 1.396 (4) |
O3—C2 | 1.420 (3) | C11—C15 | 1.398 (4) |
O3—C3 | 1.421 (3) | C12—C13 | 1.371 (4) |
O4—C4 | 1.259 (3) | C12—H12 | 0.93 |
O5—C4 | 1.250 (3) | C13—C14 | 1.390 (4) |
O6—H61 | 0.872 | C13—H13 | 0.93 |
O6—H62 | 0.918 | C14—H14 | 0.93 |
O7—C21 | 1.272 (3) | C15—C16 | 1.430 (4) |
O8—C21 | 1.244 (3) | C21—C22 | 1.519 (4) |
O9—C22 | 1.432 (3) | C22—H22A | 0.97 |
O9—C23 | 1.433 (3) | C22—H22B | 0.97 |
O10—C24 | 1.269 (3) | C23—C24 | 1.527 (4) |
O11—C24 | 1.245 (3) | C23—H23A | 0.97 |
O12—H121 | 0.911 | C23—H23B | 0.97 |
O12—H122 | 0.959 | C25—C26 | 1.394 (4) |
O21—H211 | 0.910 | C25—H25 | 0.93 |
O21—H212 | 0.954 | C26—C27 | 1.372 (5) |
O22—H221 | 0.950 | C26—H26 | 0.93 |
O22—H222 | 0.878 | C27—C28 | 1.411 (5) |
O23—H231 | 0.866 | C27—H27 | 0.93 |
O23—H232 | 0.866 | C28—C36 | 1.409 (4) |
N1—C5 | 1.320 (4) | C28—C29 | 1.443 (5) |
N1—C16 | 1.356 (4) | C29—C30 | 1.353 (5) |
N2—C14 | 1.322 (4) | C29—H29 | 0.93 |
N2—C15 | 1.364 (4) | C30—C31 | 1.435 (5) |
N3—C25 | 1.334 (4) | C30—H30 | 0.93 |
N3—C36 | 1.362 (4) | C31—C35 | 1.403 (4) |
N4—C34 | 1.332 (4) | C31—C32 | 1.410 (5) |
N4—C35 | 1.361 (4) | C32—C33 | 1.360 (5) |
C1—C2 | 1.530 (4) | C32—H32 | 0.93 |
C2—H2A | 0.97 | C33—C34 | 1.398 (4) |
C2—H2B | 0.97 | C33—H33 | 0.93 |
C3—C4 | 1.528 (4) | C34—H34 | 0.93 |
C3—H3A | 0.97 | C35—C36 | 1.447 (4) |
O1—Co1—O6 | 91.84 (8) | C6—C7—C8 | 119.3 (3) |
O1—Co1—O4 | 151.31 (9) | C6—C7—H7 | 120.4 |
O6—Co1—O4 | 92.54 (8) | C8—C7—H7 | 120.4 |
O1—Co1—N2 | 106.84 (9) | C16—C8—C7 | 116.9 (3) |
O6—Co1—N2 | 93.29 (9) | C16—C8—C9 | 119.0 (3) |
O4—Co1—N2 | 101.19 (9) | C7—C8—C9 | 124.1 (3) |
O1—Co1—N1 | 93.18 (9) | C10—C9—C8 | 121.0 (3) |
O6—Co1—N1 | 171.22 (9) | C10—C9—H9 | 119.5 |
O4—Co1—N1 | 86.49 (9) | C8—C9—H9 | 119.5 |
N2—Co1—N1 | 78.37 (10) | C9—C10—C11 | 121.0 (3) |
O1—Co1—O3 | 76.25 (8) | C9—C10—H10 | 119.5 |
O6—Co1—O3 | 93.46 (8) | C11—C10—H10 | 119.5 |
O4—Co1—O3 | 75.19 (8) | C12—C11—C15 | 117.3 (3) |
N2—Co1—O3 | 172.48 (9) | C12—C11—C10 | 123.6 (3) |
N1—Co1—O3 | 94.73 (9) | C15—C11—C10 | 119.1 (3) |
O12—Co2—O10 | 96.68 (8) | C13—C12—C11 | 119.5 (3) |
O12—Co2—O7 | 88.71 (8) | C13—C12—H12 | 120.2 |
O10—Co2—O7 | 150.42 (8) | C11—C12—H12 | 120.2 |
O12—Co2—N3 | 165.06 (9) | C12—C13—C14 | 119.5 (3) |
O10—Co2—N3 | 94.69 (9) | C12—C13—H13 | 120.2 |
O7—Co2—N3 | 86.17 (9) | C14—C13—H13 | 120.2 |
O12—Co2—O9 | 93.86 (8) | N2—C14—C13 | 122.7 (3) |
O10—Co2—O9 | 75.25 (8) | N2—C14—H14 | 118.6 |
O7—Co2—O9 | 75.38 (8) | C13—C14—H14 | 118.6 |
N3—Co2—O9 | 98.41 (9) | N2—C15—C11 | 123.0 (3) |
O12—Co2—N4 | 92.19 (9) | N2—C15—C16 | 116.9 (3) |
O10—Co2—N4 | 89.41 (8) | C11—C15—C16 | 120.0 (3) |
O7—Co2—N4 | 119.53 (9) | N1—C16—C8 | 123.2 (3) |
N3—Co2—N4 | 78.24 (10) | N1—C16—C15 | 116.9 (3) |
O9—Co2—N4 | 164.06 (8) | C8—C16—C15 | 119.8 (3) |
C1—O1—Co1 | 118.15 (19) | O8—C21—O7 | 126.3 (3) |
C2—O3—C3 | 117.6 (2) | O8—C21—C22 | 115.4 (3) |
C2—O3—Co1 | 115.00 (17) | O7—C21—C22 | 118.2 (3) |
C3—O3—Co1 | 114.33 (16) | O9—C22—C21 | 108.0 (2) |
C4—O4—Co1 | 118.63 (18) | O9—C22—H22A | 110.1 |
Co1—O6—H61 | 118.58 | C21—C22—H22A | 110.1 |
Co1—O6—H62 | 118.89 | O9—C22—H22B | 110.1 |
H61—O6—H62 | 96.88 | C21—C22—H22B | 110.1 |
C21—O7—Co2 | 118.13 (18) | H22A—C22—H22B | 108.4 |
C22—O9—C23 | 116.0 (2) | O9—C23—C24 | 107.2 (2) |
C22—O9—Co2 | 116.21 (16) | O9—C23—H23A | 110.3 |
C23—O9—Co2 | 113.65 (17) | C24—C23—H23A | 110.3 |
C24—O10—Co2 | 117.24 (18) | O9—C23—H23B | 110.3 |
Co2—O12—H121 | 121.19 | C24—C23—H23B | 110.3 |
Co2—O12—H122 | 115.88 | H23A—C23—H23B | 108.5 |
H121—O12—H122 | 102.84 | O11—C24—O10 | 125.3 (3) |
H211—O21—H212 | 109.0 | O11—C24—C23 | 116.9 (3) |
H221—O22—H222 | 96.4 | O10—C24—C23 | 117.8 (3) |
H231—O23—H232 | 104.9 | N3—C25—C26 | 123.0 (3) |
C5—N1—C16 | 118.1 (3) | N3—C25—H25 | 118.5 |
C5—N1—Co1 | 128.1 (2) | C26—C25—H25 | 118.5 |
C16—N1—Co1 | 113.4 (2) | C27—C26—C25 | 119.3 (3) |
C14—N2—C15 | 117.9 (3) | C27—C26—H26 | 120.3 |
C14—N2—Co1 | 128.1 (2) | C25—C26—H26 | 120.3 |
C15—N2—Co1 | 113.8 (2) | C26—C27—C28 | 119.6 (3) |
C25—N3—C36 | 118.1 (3) | C26—C27—H27 | 120.2 |
C25—N3—Co2 | 128.1 (2) | C28—C27—H27 | 120.2 |
C36—N3—Co2 | 113.8 (2) | C36—C28—C27 | 117.3 (3) |
C34—N4—C35 | 117.1 (3) | C36—C28—C29 | 118.0 (3) |
C34—N4—Co2 | 128.3 (2) | C27—C28—C29 | 124.7 (3) |
C35—N4—Co2 | 114.2 (2) | C30—C29—C28 | 121.6 (3) |
O2—C1—O1 | 126.8 (3) | C30—C29—H29 | 119.2 |
O2—C1—C2 | 114.8 (3) | C28—C29—H29 | 119.2 |
O1—C1—C2 | 118.4 (3) | C29—C30—C31 | 121.6 (3) |
O3—C2—C1 | 108.0 (2) | C29—C30—H30 | 119.2 |
O3—C2—H2A | 110.1 | C31—C30—H30 | 119.2 |
C1—C2—H2A | 110.1 | C35—C31—C32 | 117.2 (3) |
O3—C2—H2B | 110.1 | C35—C31—C30 | 118.4 (3) |
C1—C2—H2B | 110.1 | C32—C31—C30 | 124.4 (3) |
H2A—C2—H2B | 108.4 | C33—C32—C31 | 119.6 (3) |
O3—C3—C4 | 107.5 (2) | C33—C32—H32 | 120.2 |
O3—C3—H3A | 110.2 | C31—C32—H32 | 120.2 |
C4—C3—H3A | 110.2 | C32—C33—C34 | 119.2 (3) |
O3—C3—H3B | 110.2 | C32—C33—H33 | 120.4 |
C4—C3—H3B | 110.2 | C34—C33—H33 | 120.4 |
H3A—C3—H3B | 108.5 | N4—C34—C33 | 123.5 (3) |
O5—C4—O4 | 125.2 (3) | N4—C34—H34 | 118.2 |
O5—C4—C3 | 117.1 (3) | C33—C34—H34 | 118.2 |
O4—C4—C3 | 117.7 (3) | N4—C35—C31 | 123.4 (3) |
N1—C5—C6 | 122.8 (3) | N4—C35—C36 | 116.3 (3) |
N1—C5—H5 | 118.6 | C31—C35—C36 | 120.3 (3) |
C6—C5—H5 | 118.6 | N3—C36—C28 | 122.7 (3) |
C7—C6—C5 | 119.6 (3) | N3—C36—C35 | 117.2 (3) |
C7—C6—H6 | 120.2 | C28—C36—C35 | 120.1 (3) |
C5—C6—H6 | 120.2 |
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H61···O8 | 0.87 | 1.79 | 2.647 (3) | 169 |
O6—H62···O11i | 0.92 | 1.77 | 2.685 (3) | 178 |
O12—H121···O5 | 0.91 | 1.77 | 2.676 (3) | 175 |
O12—H122···O2ii | 0.96 | 1.64 | 2.596 (3) | 171 |
O21—H211···O1 | 0.91 | 2.04 | 2.933 (3) | 166 |
O21—H212···O5i | 0.95 | 1.95 | 2.890 (3) | 168 |
O22—H221···O7 | 0.95 | 1.94 | 2.867 (3) | 163 |
O22—H222···O11i | 0.88 | 1.95 | 2.811 (3) | 168 |
O23—H231···O10 | 0.87 | 2.07 | 2.915 (3) | 165 |
O23—H232···O22ii | 0.87 | 2.24 | 3.094 (3) | 168 |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z. |
Experimental details
Crystal data | |
Chemical formula | [Co(C4H4O5)(C12H8N2)(H2O)]·1.5H2O |
Mr | 416.25 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 10.4722 (16), 24.3161 (9), 13.6729 (14) |
β (°) | 93.627 (1) |
V (Å3) | 3474.7 (7) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 1.03 |
Crystal size (mm) | 0.32 × 0.28 × 0.20 |
Data collection | |
Diffractometer | Bruker SMART CCD diffractometer |
Absorption correction | Empirical (using intensity measurements) (SADABS; Bruker, 1999) |
Tmin, Tmax | 0.715, 0.810 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 21949, 7932, 4856 |
Rint | 0.039 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.038, 0.109, 0.93 |
No. of reflections | 7932 |
No. of parameters | 479 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.56, −0.41 |
Computer programs: SMART (Bruker, 1999), SAINT (Bruker, 1999), SAINT, SIR92 (Altomare et al., 1993), SHELXL97 (Sheldrick, 1997), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).
Co1—O1 | 2.070 (2) | Co2—O12 | 2.060 (2) |
Co1—O6 | 2.074 (2) | Co2—O10 | 2.096 (2) |
Co1—O4 | 2.084 (2) | Co2—O7 | 2.117 (2) |
Co1—N2 | 2.098 (2) | Co2—N3 | 2.118 (2) |
Co1—N1 | 2.116 (2) | Co2—O9 | 2.118 (2) |
Co1—O3 | 2.130 (2) | Co2—N4 | 2.119 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H61···O8 | 0.87 | 1.79 | 2.647 (3) | 169 |
O6—H62···O11i | 0.92 | 1.77 | 2.685 (3) | 178 |
O12—H121···O5 | 0.91 | 1.77 | 2.676 (3) | 175 |
O12—H122···O2ii | 0.96 | 1.64 | 2.596 (3) | 171 |
O21—H211···O1 | 0.91 | 2.04 | 2.933 (3) | 166 |
O21—H212···O5i | 0.95 | 1.95 | 2.890 (3) | 168 |
O22—H221···O7 | 0.95 | 1.94 | 2.867 (3) | 163 |
O22—H222···O11i | 0.88 | 1.95 | 2.811 (3) | 168 |
O23—H231···O10 | 0.87 | 2.07 | 2.915 (3) | 165 |
O23—H232···O22ii | 0.87 | 2.24 | 3.094 (3) | 168 |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z. |
Aromatic π–π stacking interactions are important for some biological systems (Deisenhofer & Michel, 1989). As part of our investigation of the π–π stacking in metal complexes (Chen et al., 2003), the title CoII complex, (I), was prepared.
CoII compound (I) is isomorphous with the NiII (Baggio et al., 2000) and ZnII analogues (Baggio et al., 1996). The asymmetric unit of (I) contains two molecules of the complex and three molecules of lattice water, as shown in Fig. 1. The two independent complex molecules display a similar octahedral coordination geometry (Table 1), formed by a phenanthroline (phen), a meridional oxydiacetate and a coordinated water molecule. The lattice water molecules are hydrogen bonded to the adjacent carboxyl groups (Table 2). Through the hydrogen bonding between carboxyl groups and coordinated water molecules, two independent complex molecules link to each other to form a dimer (Fig. 1). All lattice water molecules are ordered in the CoII compound, which agrees with the case in the isomorphous ZnII complex but differs from the disorder found in the isomorphous NiII complex.
The molecular packing in a unit cell is illustrated in Fig. 2. The crystal structure consists of the hydrophilic layers formed by carboxylate and water molecules and hydrophobic layers formed by phen ligands. The parallel disposition of phen ligands is observed in the crystal. Fig. 3 shows the overlapped arrangement of the neighboring parallel phen ligands. The separations of 3.532 (6) Å between N1-phen and N1iii-phen and 3.385 (12) Å between the N3-phen and N3iv-phen suggest the existence of aromatic π–π stacking between phen ligands.